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[17-[1-(4,5-Dimethyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-5,6,14-trihydroxy-10,13-dimethyl-1-oxo-4,6,7,8,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-15-yl] acetate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID b036d115-6025-406d-bbfd-559f1cbba13c
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name [17-[1-(4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-5,6,14-trihydroxy-10,13-dimethyl-1-oxo-4,6,7,8,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-15-yl] acetate
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(C)C2CC(C3(C2(CCC4C3CC(C5(C4(C(=O)C=CC5)C)O)O)C)O)OC(=O)C)C
SMILES (Isomeric) CC1=C(C(=O)OC(C1)C(C)C2CC(C3(C2(CCC4C3CC(C5(C4(C(=O)C=CC5)C)O)O)C)O)OC(=O)C)C
InChI InChI=1S/C30H42O8/c1-15-12-22(38-26(34)16(15)2)17(3)20-14-25(37-18(4)31)30(36)21-13-24(33)29(35)10-7-8-23(32)28(29,6)19(21)9-11-27(20,30)5/h7-8,17,19-22,24-25,33,35-36H,9-14H2,1-6H3
InChI Key LPLXJRLTDNXTSA-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H42O8
Molecular Weight 530.60 g/mol
Exact Mass 530.28796829 g/mol
Topological Polar Surface Area (TPSA) 130.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 3.02
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [17-[1-(4,5-Dimethyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-5,6,14-trihydroxy-10,13-dimethyl-1-oxo-4,6,7,8,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-15-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9380 93.80%
Caco-2 - 0.7165 71.65%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7741 77.41%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8496 84.96%
OATP1B3 inhibitior + 0.8809 88.09%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6624 66.24%
BSEP inhibitior + 0.9402 94.02%
P-glycoprotein inhibitior + 0.7332 73.32%
P-glycoprotein substrate + 0.5910 59.10%
CYP3A4 substrate + 0.7281 72.81%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9121 91.21%
CYP3A4 inhibition - 0.7787 77.87%
CYP2C9 inhibition - 0.8955 89.55%
CYP2C19 inhibition - 0.8484 84.84%
CYP2D6 inhibition - 0.9550 95.50%
CYP1A2 inhibition - 0.6828 68.28%
CYP2C8 inhibition + 0.6219 62.19%
CYP inhibitory promiscuity - 0.9740 97.40%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6260 62.60%
Eye corrosion - 0.9928 99.28%
Eye irritation - 0.9403 94.03%
Skin irritation + 0.6456 64.56%
Skin corrosion - 0.9183 91.83%
Ames mutagenesis - 0.5207 52.07%
Human Ether-a-go-go-Related Gene inhibition + 0.7045 70.45%
Micronuclear - 0.7400 74.00%
Hepatotoxicity + 0.5785 57.85%
skin sensitisation - 0.8549 85.49%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity + 0.7070 70.70%
Acute Oral Toxicity (c) I 0.5210 52.10%
Estrogen receptor binding + 0.8388 83.88%
Androgen receptor binding + 0.7607 76.07%
Thyroid receptor binding + 0.5574 55.74%
Glucocorticoid receptor binding + 0.7691 76.91%
Aromatase binding + 0.7700 77.00%
PPAR gamma + 0.6814 68.14%
Honey bee toxicity - 0.7344 73.44%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9840 98.40%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.64% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.95% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.82% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.07% 91.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.81% 99.23%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.51% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.44% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.78% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.76% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.23% 86.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.93% 91.07%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.28% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.89% 94.45%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.07% 93.04%
CHEMBL2996 Q05655 Protein kinase C delta 84.92% 97.79%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.58% 93.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.64% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 82.31% 91.19%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.01% 92.62%
CHEMBL2581 P07339 Cathepsin D 81.74% 98.95%
CHEMBL1937 Q92769 Histone deacetylase 2 81.04% 94.75%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.11% 90.08%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Physalis angulata
Physalis minima

Cross-Links

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PubChem 74820141
LOTUS LTS0118736
wikiData Q105155248